A First Time for Everything

Her name was Lara, 20 years old and petite at 5'2" with long brown hair that hung in waves to her waist and sparkling hazel eyes. At the moment, those eyes were wide in fright, as her pert china doll mouth trembled around a clothe gag, she was tied over her own ottoman, as the guy she had been dating for a few months contemplated her naked figure. His name was Jared and he was tired of the teasing, manipulating, and lack of completion. Although he had dated other girls with limits and respected them, he'd never met a girl who gave such harsh limits and then became such a cock-tease. Months of kisses, of her pressing her body against his seductively and then pulling away as he tried to pull her closer. Months of watching her strut around in skirts that were too short, shirts that were too tight, and often without underwear under either. Lara was a cocktease, plain and simple, and Jared had been patient with her for long enough. Tonight had been the straw that broke the camel's back, one of her usual slutty outfits - with a g-string and no bra - and then she'd had the nerve to slap him when he'd tried to get a feel of her ass in the bar and after that had gone over to flirt with another man. While Jared had watched the two dance, smoldering at her uppity behavior, the man had groped her ass - just as he had - and she'd allowed it!

Jared had waited patiently, forming a plan in his head. He'd even apologized for groping her and making her uncomfortable. And then they'd gotten to her house and he'd immediately knocked her down, gagged the bitch before she could start screaming, and tied her over the ottoman. Then he'd cut off her clothes with a knife from the kitchen. Now, finally, he was getting to see the body she'd been keeping away from him. One finger ran down her spine, her ass crack, and then through her pussy lips... and came away wet. Surprised, Jared sniffed it and then licked his finger. Yeah, the bitch was wet. So much for her damned limits.

He smacked her ass hard

SLAP! She jumped and screamed behind the gag.

"That's for all the times you acted like a prude in whore's clothes."

SLAP!

"That's for all the times you'd get me hot, leave me with blue balls and laugh about it."

SLAP!

"That's for all the slutty clothing you wear."

SLAP!

"That's for flirting with other guys."

SLAP! SLAP! SLAP!

The ass beneath his hand twitched and jerked, trying to escape the fiery pain. Lara was screaming and twisting all around, trying to get free, tears were streaming down her face. Spoiled brat that she was, she'd probably never been spanked, Jared mused. He looked over her quivering body and realized that he was rock hard and felt shocked that he was so turned on after practically abusing her. Then he shrugged, he was already in pretty deep, there was no way she was going to go out with him again. Might as well get his past months' worth out of tonight.

Clothes hit the floor as he got into position behind her, she craned her neck, trying to see what he was doing. A tongue touched her ass, tracing little trails over it. Lara squirmed as it began making a path down towards her pussy, it felt soft and nice after the beating her ass had endured. It wasn't that she was a tease exactly, she told herself, it's just that as much as she liked to pretend she was a bad girl, she didn't want the actual reputation. It was ingrained into her that sex before marriage was bad, and she'd never considered doing anything other than regular missionary style sex.

As his tongue began to assault her pussy, she gasped and jerked, and began to think that maybe oral sex wasn't such a dirty thing after all. Thinking that his mouth was in her pussy made her feel naughty, and it grossed her out a little bit... but it felt so good too. She began moving her hips back and forth, trying to get more of the wonderful feelings, tingles were running all up and down her spine. Then suddenly he moved away from her pussy and began rimming her asshole, giving it the same licking and sucking attentions that had been attending her pussy. Frozen in position, Lara was shocked and horrified. No one had ever touched her asshole, and even though she knew that some people had anal sex, that was definitely a no. It was dirty and wrong and... and... and his tongue felt almost as good there as it had on her pussy. Eyes screwed shut she tried to deny the shivering sensations his tongue was eliciting from her, tried to remind herself that it was wrong.

A sigh of relief as he finally moved away from her ass, then she froze as she felt him positioning his dick at the entrance to her pussy. Screaming and bucking, she tried frantically to communicate to him, tried to make him understand without being able to talk... she was still a virgin and she wanted to remain that way. His hands moved up her hips and under her body, gripping her breasts as he began working his dick into her pussy.

"Holy shit, you're tight." Tears rolled down her cheeks as he pushed his dick in... partially for the loss of her virginity, partially because she didn't know what her mother would say if she ever found out that her precious daughter had had sex before marriage, and partially in shame because those wonderful feelings in her pussy didn't seem to realize that everything was all wrong. Every nerve felt vibrant and alive as his dick nudged its way deeper and deeper. A chuckle from Jared, "Well, so much for you being a virgin, even if you're almost as tight as one." She burned with rage and shame. How dare he?! No, she didn't have a hymen but that was just because she'd lost it horseback riding when she was younger... almost as tight as a virgin. The jerk! As he began to move in and out of her pussy she began to forget her angry feelings as his balls tapped her clit and the head of his penis moved deeper and deeper, spreading her apart. It felt good, full, and she was starting to burn with a different sort of heat.

Then he pulled all the way out, chuckling again, and she realized that she had been moving in time with his strokes, and felt her face turning red again in humiliation. All she wanted was him back in her, her pussy felt tight and coiled, and she needed release. If there hadn't been a gag in her mouth, she would have pleaded, there was something wonderful waiting and she was so close to it. She'd never had an orgasm before - masturbating was as bad as sex before marriage - but she knew from health classes that she must be close to orgasm, and now that it hovered just out of reach she wanted it more than anything else.

Instead, Jared placed the head of his dick just above her ass hole and whispered in her ear, "This is for letting that guy grope you after you slapped me for it." One quick shove and half his dick was buried in her ass. Lara arched her back in pain, tensing her asshole, trying to expel him - which just made it hurt worse. Her eyes glazed, it hurt too much to even try to scream, instead she just panted for breath while he let his dick rest halfway in her ass, squeezing her breasts and nipples while he waited. Slowly, very slowly she began to relax as the pain started to fade a bit. Then he began to move again, and tears leaked down her face again, it felt like he was shoving a baseball bat into her. Every movement grated into her, burning even with the lubrication of her pussy juices coating his dick. As he worked his dick in and out of her asshole, moving deeper and deeper, he started to feel a little bad for causing her so much pain, after all she'd been pretty good once she didn't have a choice. It had seemed like she'd started really getting in to the pussy licking and the sex.

One hand slipped down begin toying with her pussy and clit, making her quiver and her ass clench around his dick. He moaned. There was nothing like a tight virgin ass, and hers was exquisite, the more so for all the waiting she'd made him do. Pushing one finger into her pussy while the other rubbed her clit he enjoyed the sensations of her ass pulsing around his dick. For Lara, she could feel her orgasm building again... and despaired. Surely she couldn't be enjoying this, she couldn't cum with him in her ass, could she? The strokes began moving faster, going deeper, and she realized that it was starting to feel good.

Maybe she had been wrong. Maybe she wasn't really a good girl at heart, maybe the outer exterior that she liked to play with had been more right than she knew... maybe deep down she was just a slut. Her body was rocking in time with his strokes, and she finally gave herself into the feelings, into the total naughtiness of having a dick up her ass and fingers in her pussy.

Jared could actually feel the moment of submission, her whole body relaxed and she began moving her hips back against him of her own volition, actually trying to fill her own ass up with his dick. Moving faster he began really pounding into her, riding her ass hard and squeezing her tit with one hand while frigging her pussy faster with the other. Moans of pleasure began to sound behind the gag, as his fingers brought her closer and closer to climax.

It felt like an explosion, like every part of her body just burst, and her pussy was burning and flowing and filled with fire. Her orgasm caused the insides of her ass to ripple and pulse, which finally brought Jared to his own completion; he shoved hard into her ass, stretching it one last time as his dick pulsed and released white stickiness deep in her hole.

Reluctantly, he eventually pulled his dick from her ass with a pop, knowing that he'd probably never see her again. Really the relationship had been pretty good, it was just the teasing. At least he'd have one hell of a memory - and a story - to take with him.

He began untying her and slipped off the gag before getting up and going towards his clothes. Surprise as her hand gripped his wrist and glazed, pleasure-filled eyes looked up at him. Her whole body was covered in a sheen of sweat, her nipples were still hard and topped her breasts like cherries on ice cream, cum was just beginning to slide out of her ass, and her pussy was still pink and swollen.

"Do it again please?"